HCID 14302387, compound → HCID 14548113, compound

HRID 1200252Notes

Reaction equation

HRID 1200252 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([N+:19]([O-])=O)[CH:16]=[CH:17][CH:18]=1>Cl.[Fe]>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([NH2:19])[CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 1

HCID 14302387HCID 14302387, compound

Product 1

HCID 14548113HCID 14548113, compoundYield 100.7%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 313Hydrochloric AcidSolvent

Procedure

To a suspension of 3-[(1-methyl-2-benzimidazolyl)methoxy]nitrobenzene (8 g) in ethanolic hydrochloric acid is added powdered iron. The reaction is stirred overnight at room temperature. After neutralization with saturated aqueous sodium bicarbonate, the mixture is extracted three times with methylene chloride. The extract is dried over magnesium sulfate and concentrated to give 7.2 g (100% yield) of product, m.p. 149°-153° C.

Workup

  1. additionis added
  2. extractionAfter neutralization with saturated aqueous sodium bicarbonate, the mixture is extracted three times with methylene chloride
  3. dry with materialThe extract is dried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-36d47e73fcad4bf5b89461e48d62ab7f
Source dataset
uspto-grants-1990_02
Patent number
US04904786

Reaction notes

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